40+ Absurd, Awkward, and Cringy First Date Stories Shared by Jimmy Fallon’s Audience

Dating in high school is tough. There’s so much peer pressure to be dating even if we’re not ready yet, and so people feel obligated to go on dates and go far. Besides, we’re all so awkward in high school, going through puberty and figuring out who we are – that dates are bound to be awkward!

This person has an interesting story. On his first date in high school, as if he wasn’t nervous enough as it was, he found himself scratching his back and fidgeting in his seat; something was feeling odd about his sweater. He finally reached up his sleeve to pull out a pair of his mom’s panties! It’s too bad we don’t know how this story ended – there’s a good chance his date found the situation hilarious!